$1,950,000
26 Mayflower Road
Winchester, MA, 01890
Welcome to 26 Mayflower Road, located in one of Winchester’s sought-after neighborhoods alongside Winchester Country Club. From the beautifully landscaped grounds to the updated front door, garage doors, and recently redone front steps, this home offers wonderful curb appeal from the moment you arrive. Inside, the main level is warm, inviting, and filled with natural light, featuring a comfortable living room with wood-burning fireplace, an open kitchen and dining area, and a sun-filled family room that opens directly to a private brick patio. Whether you’re enjoying your morning coffee, grilling, gathering with friends, or simply relaxing at the end of the day, the indoor-outdoor flow makes this home especially easy to enjoy. The spacious primary suite offers double closets and a beautiful bath with double vanity sinks, soaking tub, and tiled walk-in shower. An attached guest/in-law suite with its own private entrance, full bath, and kitchenette provides exceptional flexibility for guests, extended family, an au pair, or a private work-from-home space. The finished lower level adds even more room to spread out, with two additional living spaces and a full bathroom—perfect for a teen suite, home office, gym, playroom, or media space. Outside, beautiful landscaping, irrigation, and the expansive brick patio create a private setting for entertaining or simply enjoying the outdoors. Ideally located near commuter routes, the MBTA Commuter Rail, shopping, restaurants, schools, and downtown Winchester, this is a home that offers the space and flexibility to fit the way you live, all in a location that makes getting where you need to go easy.
Property Details
Price:
$1,950,000
MLS #:
73584117
Status:
Active Under Contract
Beds:
5
Baths:
4
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Sep 29, 2026
Finished Sq Ft:
3,371
Total Sq Ft:
3,371
Lot Size:
16,614 sqft / 0.38 acres (approx)
Year Built:
1962
Schools
Elementary School:
Vinson Owen
Middle School:
Mccall Middle School
High School:
Winchester High
Interior
Above Grade Finished Area
3371
Appliances
Oven, Dishwasher, Microwave, Range, Refrigerator, Washer, Dryer
Bathrooms
4 Full Bathrooms
Cooling
Central Air
Fireplaces Total
2
Flooring
Tile, Laminate, Hardwood, Flooring – Hardwood
Heating
Baseboard, Oil, Ductless
Interior Features
Bathroom – Full, Closet, Recessed Lighting, Accessory Apt., Den, Home Office, Walk-up Attic
Laundry Features
In Basement, Electric Dryer Hookup, Washer Hookup
Levels
Multi/Split
Exterior
Architectural Style
Colonial
Attached Garage YN
1
Community Features
Park, Walk/Jog Trails, Golf, Conservation Area, Highway Access, House of Worship, Public School
Construction Materials
Frame
Covered Spaces
2
Exterior Features
Patio, Rain Gutters, Storage, Sprinkler System
Garage Spaces
2
Open Parking Spaces
4
Open Parking YN
1
Parking Features
Attached, Paved Drive, Off Street, Paved
Parking Spots
6
Parking Total
6
Patio And Porch Features
Patio
Roof
Shingle
Financial
Tax Year
2026
Taxes
$20,383
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
More About MarieMortgage Calculator
Map
Current real estate data for Single Family in Winchester as of Oct 17, 2026
65
Single Family Listed
61
Avg DOM
564
Avg $ / SqFt
$2,108,182
Avg List Price
Community
- Address26 Mayflower Road Winchester MA
- CityWinchester
- CountyMiddlesex
- Zip Code01890
Subdivisions in Winchester
- Brooks / Parkhurst / Town Forest
- Cox Road / High St Extension neighborhood
- Flats
- Flats neighborhood
- Lakeview/Wedgemere~ Near downtown & Wedgemere train station
- Macdonald field neighborhood
- Middlesex / downtown
- Near town/ Pine St neighborhood
- Old Village/ West Side
- Rangeley Historical Estate
- The Flats
- Vinson-Owen School District.
- West Side
- Winning Farm
Similar Listings Nearby
Property Summary
- 26 Mayflower Road Winchester MA is a Single Family for sale in Winchester, MA, 01890. It is listed for $1,950,000 and features 5 beds, 4 baths, and has approximately 3,371 square feet of living space, and was originally constructed in 1962. The current price per square foot is $578. The average price per square foot for Single Family listings in Winchester is $564. The average listing price for Single Family in Winchester is $2,108,182. To schedule a showing of MLS#73584117 at 26 Mayflower Road in Winchester, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Keller Williams Realty. The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
26 Mayflower Road
Winchester, MA












































